Method for analyzing content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate

Abstract

The invention relates to the technical field of pesticide intermediate analysis, in particular to a method for analyzing the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate, which comprises the following steps: respectively dissolving a standard substance and a sample to be detected by using acetonitrile to obtain a standard sample and a sample; a C18 reversed-phase chromatographic column is adopted, the detection wavelength is 200-220 nm, a mixed system of acetonitrile and a phosphoric acid aqueous solution is selected as a mobile phase, sample introduction is performed after an instrument baseline is stable, and the peak area average value of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in a standard sample and a sample chromatogram is calculated; and calculating the content of the tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the sample to be detected according to an external standard method formula. The method has the advantages of strong specificity, good precision, high reliability and good repeatability, and is especially suitable for content analysis of a tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate product and central control analysis in a synthetic reaction process.

Description

Technical Field

[0001] This invention relates to the field of pesticide intermediate analysis technology, specifically to an analytical method for the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate. Background Technology

[0002] Bensulfuron-methyl is a highly efficient protoporphyrinogen oxidase inhibitor developed by BASF. Its outstanding features include wide applicability to crops, fast-acting effect, long-lasting effect, and safety to crops, making it a promising candidate for application.

[0003] tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate is an important intermediate in the synthesis of pyrimisulfuron-methyl. It is a white crystalline solid with CAS number 958002-25-0 and molecular formula C9H2O. 20 N₂O₄S has a molecular weight of 252.33. The chemical structural formula of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate is as follows: .

[0004] The reaction route for synthesizing pyrimisulfuron using tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate is as follows (Wan Lingzi, Bu Lehao, Liu Yaowei, et al. A new synthetic method for pyrimisulfuron [J]. Chemical Bulletin (Print Edition), 2019, 82(9):826-830.): .

[0005] The above technical solution did not perform purity testing on the synthesized tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate (compound 19). This is because tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate has high polarity and poor chromatographic retention, making it difficult to separate tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate from other inorganic and organic impurities, thus making it difficult to perform content analysis and detection by liquid chromatography.

[0006] However, the purity of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate is a crucial precursor affecting the purity of bensulfuron-methyl. If the purity of this intermediate is substandard, it will lead to an increase in the impurity content in the synthesized bensulfuron-methyl, potentially reducing its herbicidal effect or even causing adverse effects such as phytotoxicity. Therefore, strict control over the purity of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate is of significant practical importance.

[0007] Based on this, a liquid chromatography method is provided that can accurately and efficiently detect tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate, which is key to solving the current quality control problem. The establishment of this method can provide a reliable analytical basis for the production quality control of this intermediate, thereby ensuring the quality of downstream bensulfuron-methyl products. Summary of the Invention To address the technical problem of difficulty in analyzing and detecting the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate using liquid chromatography, this invention provides an analytical method for the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate. This method is highly specific, precise, reliable, and reproducible, and is particularly suitable for the content analysis of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate products and for mid-process control analysis in the synthesis reaction.

[0008] The technical solution of this invention is as follows: A method for analyzing the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate, comprising the following steps: S1. Dissolve the tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate standard and the test sample separately in acetonitrile to obtain the standard and the test sample; S2. A C18 reversed-phase column was used, and the detection wavelength of the high-performance liquid chromatograph was set to 200~220 nm. The mobile phase was a mixture of acetonitrile and phosphoric acid aqueous solution. After the instrument baseline stabilized, the standard, sample, sample and standard were injected in sequence. The average peak area of ​​tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the standard and sample chromatograms were calculated respectively. S3. Calculate the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the sample to be tested according to the external standard method formula, as shown in formula (1): (1), In the formula, A 1 represents the average peak area of ​​tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the standard sample; A 2 represents the average peak area of ​​tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the sample; m 1 represents the mass of the standard substance; m 2 represents the mass of the sample to be tested; P 1 represents the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the standard substance; X1 represents the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the sample to be tested.

[0009] Furthermore, in step S1, the concentration range of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in both the standard and the sample is 0.2~4 g / L.

[0010] Furthermore, the C18 reversed-phase chromatographic column used in step S2 has a column length of 100~250 mm, an inner diameter of 3~5 mm, and a particle size of 1.8~5 μm.

[0011] Furthermore, the C18 reversed-phase column used in step S2 has a column length of 150 mm, an inner diameter of 4.6 mm, and a particle size of 5 μm. This specification of C18 reversed-phase column is commonly used in laboratories. This type of column has moderate pressure and a suitable theoretical plate number, which can achieve the separation of analytes and impurities. It is suitable for analyzing pure tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate, reaction solutions, post-processing mother liquors, etc.

[0012] Furthermore, in step S2, the column temperature is 25~40℃, preferably 30℃. Controlling the column temperature is beneficial to the stability of the detection results. Selecting a column temperature slightly higher than room temperature facilitates instrument control and avoids detection deviations caused by temperature fluctuations.

[0013] Furthermore, the detection wavelength in step S2 is preferably 210 nm. This wavelength is the most stable ultraviolet absorption wavelength for tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate.

[0014] Furthermore, in the mobile phase of step S2, the volume percentage of acetonitrile is 2%~10%, the volume percentage of the phosphoric acid aqueous solution is 90%~98%, and the volume percentage of phosphoric acid in the phosphoric acid aqueous solution is 0.05%~0.1%.

[0015] Furthermore, in the mobile phase of step S2, the volume percentage of acetonitrile is 5%, the volume percentage of the phosphoric acid aqueous solution is 95%, and the volume percentage of phosphoric acid in the phosphoric acid aqueous solution is 0.1%.

[0016] Furthermore, the mobile phase flow rate in step S2 is 0.8–1.2 mL / min. A flow rate <0.8 mL / min increases analysis time and causes peak tailing, resulting in peak broadening and poor symmetry. A flow rate >1.2 mL / min, while not significantly affecting separation and reducing analysis time, leads to excessively high pressure in the chromatograph system, which can damage the instrument during prolonged operation. Even further, the preferred mobile phase flow rate is 1.0 mL / min.

[0017] Furthermore, in step S2, the sample volume for each injection of the standard and the test sample is 5 μL.

[0018] The beneficial effects of this invention are as follows: This invention provides a novel method for detecting the purity of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate, filling a technological gap in the relevant field. The method exhibits good peak shape, stable retention time, accurate and repeatable integral calculations, and high reliability. It is particularly suitable for the quality control of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate products, playing a crucial role and having practical significance in ensuring the quality of the final product.

[0019] This invention significantly improves the tailing phenomenon of chromatographic peaks by using an acidic mobile phase composed of acetonitrile and phosphoric acid aqueous solution, resulting in good separation effect and low cost. Attached Figure Description

[0020] To more clearly illustrate the technical solutions in the embodiments of the present invention or the prior art, the drawings used in the description of the embodiments or the prior art will be briefly introduced below. Obviously, for those skilled in the art, other drawings can be obtained based on these drawings without creative effort.

[0021] Figure 1 This is the chromatogram of the standard sample in Example 1.

[0022] Figure 2 This is the chromatogram of the sample from Example 1.

[0023] Figure 3 This is the chromatogram of the standard sample in Example 2.

[0024] Figure 4 This is the chromatogram of the sample in Example 2.

[0025] Figure 5 This is the chromatogram of the standard sample in Example 3.

[0026] Figure 6 This is the chromatogram of the sample in Example 3.

[0027] Figure 7 This is the linear relationship graph from Experiment Example 3.

[0028] Figure 8 This is the chromatogram of the standard sample in Comparative Example 1.

[0029] Figure 9 This is the chromatogram of the standard sample in Comparative Example 2. Detailed Implementation

[0030] To enable those skilled in the art to better understand the technical solutions of this invention, the technical solutions of the embodiments of this invention will be clearly and completely described below with reference to the accompanying drawings. Obviously, the described embodiments are only some embodiments of this invention, and not all embodiments. Based on the embodiments of this invention, all other embodiments obtained by those skilled in the art without creative effort should fall within the scope of protection of this invention.

[0031] Example 1 A small-scale test sample (batch 2649-15) of 26g of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate was synthesized in the laboratory. The content of this carbamate was analyzed using the following methods: S1. Accurately weigh 0.0422 g of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate standard substance, place it in a 25 mL volumetric flask, add 20 mL of acetonitrile, shake to dissolve, and then dilute to the mark with acetonitrile to obtain the standard sample for later use. The content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the standard substance is... P 1 is 98.1%.

[0032] Accurately weigh 0.0467 g of the sample to be tested, place it in a 25 mL volumetric flask, add 20 mL of acetonitrile, shake to dissolve, and then dilute to the mark with acetonitrile to obtain the sample for later use.

[0033] S2. A high-performance liquid chromatograph with a diode array detector was used. The chromatographic column was a C18 column with a length of 150 mm, an inner diameter of 4.6 mm, and a particle size of 5 μm. The column temperature was 30℃. The mobile phase was a mixture of 5% acetonitrile and 95% phosphoric acid aqueous solution (0.1% phosphoric acid content, v / v), and the flow rate of the mobile phase was 1 mL / min.

[0034] After the machine passes the self-test, under the specified operating conditions and once the instrument baseline stabilizes, inject several standard samples continuously, calculate the relative response value of each sample, and after the change in the relative response value between two adjacent samples is less than 1.5%, inject samples in the order of standard sample, test sample, test sample, standard sample, with a sample volume of 5 μL each time, and detect at a wavelength of 210 nm.

[0035] Figure 1 The chromatogram of the standard sample shows that the peak at 4.345 min is the chromatographic peak of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate. Figure 2 The chromatogram of the sample shows that the peak at 4.299 min is the chromatographic peak of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate.

[0036] The average peak areas of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the chromatograms of the standard and sample samples were calculated, and the data are shown in Table 1.

[0037] Table 1. Chromatographic detection data of standard and sample in Example 1

[0038] S3. Calculate the tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate content in the sample using the external standard method formula, as follows: (1), In the formula, A 1 represents the average peak area of ​​tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the standard sample; A 2 represents the average peak area of ​​tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the sample; m 1 represents the mass of the standard substance; m 2 represents the mass of the sample to be tested; P 1 represents the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the standard substance; X 1 represents the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the sample to be tested.

[0039] The content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the sample was calculated. X 1 = 92.9%.

[0040] Example 2 A small-scale test sample of batches 2649-22 was obtained, yielding 218 g of reaction solution in the laboratory. The content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the reaction solution was analyzed using the following methods: S1. Accurately weigh 0.0527 g of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate standard substance, place it in a 25 mL volumetric flask, add 20 mL of acetonitrile, shake to dissolve, and then dilute to the mark with acetonitrile to obtain the standard sample for later use. The content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the standard substance is... P 1 is 98.1%.

[0041] Accurately weigh 0.6818 g of the sample to be tested, place it in a 25 mL volumetric flask, add 20 mL of acetonitrile, shake to dissolve, and then dilute to the mark with acetonitrile to obtain the sample for later use.

[0042] S2. A high-performance liquid chromatograph with a diode array detector was used. The chromatographic column was a C18 column with a column length of 250 mm, an inner diameter of 4.6 mm, and a particle size of 5 μm. The column temperature was 40℃. The mobile phase was a mixture of 10% acetonitrile and 90% phosphoric acid aqueous solution (0.05% phosphoric acid content, v / v), and the flow rate of the mobile phase was 0.8 mL / min.

[0043] After the machine passes the self-test, under the specified operating conditions and once the instrument baseline stabilizes, inject several standard samples continuously, calculate the relative response value of each sample, and after the change in the relative response value between two adjacent samples is less than 1.5%, inject samples in the order of standard sample, test sample, test sample, standard sample, with a sample volume of 5 μL each time, and detect at a wavelength of 200 nm.

[0044] Figure 3 The chromatogram of the standard sample shows that the peak at 4.345 min is the chromatographic peak of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate. Figure 4 The chromatogram of the sample shows that the peak at 4.299 min is the chromatographic peak of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate.

[0045] The average peak areas of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the chromatograms of the standard and sample were calculated, and the data are shown in Table 2.

[0046] Table 2. Chromatographic detection data of standard and sample in Example 2

[0047] S3. Calculate the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the sample to be tested according to the external standard method formula (same as formula (1) in Example 1). X 1 = 6.86%.

[0048] Example 3 After processing batches 2649-23 of the pilot test samples to obtain the product in the laboratory, the residual tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate content in the mother liquor was analyzed. The method included the following steps: S1. Accurately weigh 0.0208 g of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate standard substance, place it in a 25 mL volumetric flask, add 20 mL of acetonitrile, shake to dissolve, and then dilute to the mark with acetonitrile to obtain the standard sample for later use. The content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the standard substance is... P 1 is 98.1%.

[0049] Accurately weigh 2.5981 g of the sample to be tested, place it in a 25 mL volumetric flask, add 20 mL of acetonitrile, shake to dissolve, and then dilute to the mark with acetonitrile to obtain the sample for later use.

[0050] S2. A high-performance liquid chromatograph with a diode array detector was used. The chromatographic column was a C18 column with a length of 100 mm, an inner diameter of 3.5 mm, and a particle size of 2.7 μm. The column temperature was 25℃. The mobile phase was a mixture of 2% acetonitrile and 98% phosphoric acid aqueous solution (0.05% phosphoric acid content, v / v), and the flow rate of the mobile phase was 1.2 mL / min.

[0051] After the machine passes the self-test, under the specified operating conditions and once the instrument baseline stabilizes, inject several standard samples continuously, calculate the relative response value of each sample, and after the change in the relative response value between two adjacent samples is less than 1.5%, inject samples in the order of standard sample, test sample, test sample, standard sample, with a sample volume of 5 μL each time, and detect at a wavelength of 220 nm.

[0052] Figure 5 The chromatogram of the standard sample shows that the peak at 1.692 min is the chromatographic peak of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate. Figure 6 The chromatogram of the sample shows that the peak at 1.694 min corresponds to the chromatographic peak of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate.

[0053] The average peak areas of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the chromatograms of the standard and sample samples were calculated, and the data are shown in Table 3.

[0054] Table 3. Chromatographic detection data of standard and sample in Example 3

[0055] S3. Calculate the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the sample to be tested according to the external standard method formula (same as formula (1) in Example 1). X 1 = 0.24%.

[0056] Test Example 1: Stability Test Using the sample from Example 1 as the subject of investigation, and keeping the liquid chromatography conditions the same as in Example 1, the analysis was performed at room temperature at intervals for a total of 6 times, and the peak area was recorded.

[0057] The results are shown in Table 4 below. The retention times of the chromatographic peaks in the six analyses were stable, and the RSD of the peak areas was less than 1%, indicating that the liquid chromatography analysis method provided by the present invention has good stability.

[0058] Table 4 Stability test results

[0059] Test Example 2 Precision Test S1. Accurately weigh 0.0485 g of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate standard substance, place it in a 25 mL volumetric flask, add 20 mL of acetonitrile, shake to dissolve, and then dilute to the mark with acetonitrile to obtain the standard sample for later use. The content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the standard substance is... P 1 is 98.1%.

[0060] Accurately weigh five samples of different masses (from the same batch as the sample in Example 1), place them in 25 mL volumetric flasks, add 20 mL of acetonitrile, shake to dissolve, and then dilute to the mark with acetonitrile to obtain the samples for later use.

[0061] S2. A high-performance liquid chromatograph with a diode array detector was used. The chromatographic column was a C18 column with a length of 150 mm, an inner diameter of 4.6 mm, and a particle size of 3.5 μm. The column temperature was 30℃. The mobile phase was a mixture of 8% acetonitrile and 92% phosphoric acid aqueous solution (0.1% phosphoric acid content, v / v), and the flow rate of the mobile phase was 1 mL / min.

[0062] After the machine passes the self-test, under the specified operating conditions and once the instrument baseline stabilizes, inject several standard samples continuously, calculate the relative response value of each sample, and after the change in the relative response value between two adjacent samples is less than 1.5%, inject samples in the order of standard sample, test sample, test sample, standard sample, with a sample volume of 5 μL each time, and detect at a wavelength of 210 nm.

[0063] The results are shown in Table 5 below. The average content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the test samples was 93.1%, and the RSD was 0.26%, which is less than 1%, indicating that the liquid chromatography analysis method provided by the present invention has good precision.

[0064] Table 5 Precision test results

[0065] Experimental Example 3: Linearity Test Accurately weigh 0.9961 g of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate standard with a content of 98.1%, place it in a 100 mL volumetric flask, dissolve it in acetonitrile and dilute to volume. Accurately transfer 0.5 mL, 1.0 mL, 2.0 mL, 5.0 mL, 8.0 mL and 10 mL of the above solution into 25 mL volumetric flasks, respectively, and dilute to the mark with acetonitrile. Inject the sample to analyze the linear relationship between sample concentration and peak area. The liquid chromatography detection conditions are the same as in Example 3. The test results are shown in Table 6 below. Figure 7 As shown, the calculated correlation coefficient is 1.00, indicating that the linearity of the liquid chromatography analysis method provided by this invention meets the requirements.

[0066] Table 6 Results of Linear Experiments

[0067] Comparative Example 1 The standard sample from Example 1 was selected as the object of investigation. The mobile phase was a mixture of 5% methanol and 95% phosphoric acid aqueous solution (phosphoric acid content 0.1%, v / v). The other liquid chromatography conditions were the same as in Example 1.

[0068] like Figure 8 As shown, under these conditions, the chromatographic peaks broaden, their symmetry deteriorates significantly, and the parallelism of the peak areas worsens, which is not conducive to accurate content analysis.

[0069] Comparative Example 2 The sample from Example 2 was selected as the subject of investigation. The mobile phase was a mixture of acetonitrile (30% by volume) and phosphoric acid aqueous solution (0.05% by volume, v / v) (phosphoric acid content 0.05%). The other liquid chromatography conditions were the same as in Example 2.

[0070] like Figure 9 As shown, under these conditions, the chromatographic peaks broaden, their symmetry deteriorates significantly, and the parallelism of the peak areas worsens, which is not conducive to accurate content analysis.

[0071] Although the present invention has been described in detail with reference to the accompanying drawings and preferred embodiments, the present invention is not limited thereto. Various equivalent modifications or substitutions can be made to the embodiments of the present invention by those skilled in the art without departing from the spirit and essence of the invention, and such modifications or substitutions should all be within the scope of the present invention. Any variations or substitutions that can be easily conceived by those skilled in the art within the technical scope disclosed in the present invention should also be covered within the protection scope of the present invention.

Claims

1. A method for analyzing the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate, characterized in that, Includes the following steps: S1. Dissolve the tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate standard and the test sample separately in acetonitrile to obtain the standard and the test sample; S2. A C18 reversed-phase column was used, and the detection wavelength of the high-performance liquid chromatograph was set to 200~220 nm. The mobile phase was a mixture of acetonitrile and phosphoric acid aqueous solution. After the instrument baseline stabilized, the standard, sample, sample and standard were injected in sequence. The average peak area of ​​tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the standard and sample chromatograms were calculated respectively. S3. Calculate the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the sample to be tested according to the external standard method formula, as shown in formula (1): （1）， In the formula, A 1 represents the average peak area of ​​tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the standard sample; A 2 represents the average peak area of ​​tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the sample; m 1 represents the mass of the standard substance; m 2 represents the mass of the sample to be tested; P 1 represents the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the standard substance; X 1 represents the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in the sample to be tested.

2. The method for analyzing the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate as described in claim 1, characterized in that, In step S1, the concentration range of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate in both the standard and the sample is 0.2~4 g / L.

3. The method for analyzing the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate as described in claim 1, characterized in that, The C18 reversed-phase chromatographic column used in step S2 has a column length of 100~250 mm, an inner diameter of 3~5 mm, and a particle size of 1.8~5 μm.

4. The method for analyzing the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate as described in claim 1 or 3, characterized in that, The C18 reversed-phase chromatographic column used in step S2 has a column length of 150 mm, an inner diameter of 4.6 mm, and a particle size of 5 μm.

5. The method for analyzing the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate as described in claim 1, characterized in that, In step S2, the column temperature is 25~40℃.

6. The method for analyzing the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate as described in claim 1 or 5, characterized in that, In step S2, the column temperature is 30℃.

7. The method for analyzing the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate as described in claim 1, characterized in that, The detection wavelength in step S2 is 210 nm.

8. The method for analyzing the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate as described in claim 1, characterized in that, In the mobile phase of step S2, the volume percentage of acetonitrile is 2%~10%, the volume percentage of phosphoric acid aqueous solution is 90%~98%, and the volume percentage of phosphoric acid in the phosphoric acid aqueous solution is 0.05%~0.1%.

9. The method for analyzing the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate as described in claim 1 or 8, characterized in that, In the mobile phase of step S2, the volume percentage of acetonitrile is 5%, the volume percentage of the phosphoric acid aqueous solution is 95%, and the volume percentage of phosphoric acid in the phosphoric acid aqueous solution is 0.1%.

10. The method for analyzing the content of tert-butyl (N-isopropyl-N-methylsulfonyl) carbamate as described in claim 1, characterized in that, The flow rate of the mobile phase in step S2 is 0.8~1.2 mL / min.

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